In All in the Family (11x21), Dean wears this shirt when he confronts Chuck in the park about his plans, and then when they’re back at the Bunker discussing things with Metatron and Donatello… and then on through the rest of the episode until the end.

In We Happy Few (11x22), Dean continues to wear this shirt for the entire episode.

In Alpha and Omega (11x23), Dean continues to wear this shirt for the entire episode.

In Keep Calm and Carry On (12x01), Dean continues to wear this shirt for the entire episode.

In There’s Something About Mary (12x20), Dean wears this shirt at the beginning of the episode when they search Mary’s motel room.